Synthesis of Axially Chiral Phenanthryl–Aryl Phosphines via Nickel‐Catalyzed Atroposelective [4 + 2] Cycloaddition with Broad Ligand Applications
Inner Mongolia University · Chengdu University
Abstract
Axially chiral biaryl phosphines and their oxides are indispensable ligands in asymmetric catalysis, enabling diverse enantioselective transformations. Here, we report the design, synthesis, and applications of a new family of axially chiral phenanthryl-aryl phosphine ligands. We disclose a nickel-catalyzed atroposelective [4 + 2] cycloaddition of biphenylenes with 1-arylalkynes to give axially chiral phenanthryl-aryl bis- and monophosphine oxides, including 2,2'-bis(diphenylphosphine oxide)-1,1'-binaphthy (BINAPO) analogues, as well as monophosphine oxides (MOPOs) and 1-(2-diphenylphosphinyl-1-naphthyl)isoquinoline (QUINAPO) analogues, in high yields and with excellent enantioselectivity. The transformation…
Citation impact
- FWCI
- 40.47
- Percentile
- 100%
- References
- 68
Authors
9- JZJia‐Hao ZhaoCorresponding
Inner Mongolia University, Chengdu University
- ZGZhen‐Dong Guo
Inner Mongolia University, Chengdu University
- TQTing Qi
Chengdu University
- QLQiu‐Xia Lu
Chengdu University
- SCshufeng chen
Inner Mongolia University
Topics & keywords
- Axial symmetry
- Cycloaddition
- Enantioselective synthesis
- Phosphine
- Substrate (aquarium)
- Chromophore
- Ligand (biochemistry)